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Leesburg, FL 55+ Retirement Communities and Homes

Central Florida is ideal for 55+ living with its natural beauty and urban amenities. Cities like Orlando, Kissimmee, and The Villages feature vibrant retirement communities offering golf courses, recreational centers, and social activities. The warm climate supports year-round outdoor activities, while proximity to attractions like Disney World adds excitement. Top-notch healthcare, shopping, dining, and cultural venues provide a fulfilling lifestyle. The friendly atmosphere and strong community make Central Florida perfect for an active, engaging, and comfortable retirement.

55+ communities, or active adult communities, are residential areas designed for individuals aged 55 and older. These communities offer a lifestyle tailored to older adults, featuring low-maintenance housing and various amenities such as fitness centers, swimming pools, and walking trails. Social interaction is encouraged through organized events, hobby groups, and recreational activities. Many communities provide additional services like healthcare facilities, transportation, and dining options. Located in desirable climates and scenic areas, they offer a serene and enjoyable living environment. The primary goal is to foster a vibrant, supportive atmosphere where residents can enjoy their retirement years with a focus on health, wellness, and social connections.

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Lakes at Leesburg Hometown America

Exact Location MatchExact Location Match

3 Beds | 2 Baths | 1120 Sq. Ft.

36 BUCCANEER DRIVE
Leesburg, FL 34788

Beautiful Completely Remodeled 3 Bedroom 2 Bath Home!

This home has been completely remodeled, including both bathrooms. New kitchen, appliances and beautiful tile backsplash. New flooring, lighting and an open split floor plan. Folks, you really must come and see the inside of this beauty yourselves. Make ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living

Community Amenities: Activities Clubs, Bocce Ball Courts, Community Center, Community Kitchen , Fishing Pond, Golf Course (9-hole PAR3), Horseshoe Pits, Library, Organized Activities, Picnic & BBQ Area, Shopping Nearby, Shuffleboard Court, Swimming Pool (heated), Whirlpool,

Lakes at Leesburg Hometown America

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2 Beds | 2 Baths | 1456 Sq. Ft.

83 SEA FERN DRIVE
Leesburg, FL 34788

Beautiful 2 Bed 2 Bath with updates galore!

Beautiful 2 Bed 2 Bath with updates galore! Some of which include; New Carpets & Laminate Flooring 2023, New Water Heater 2023, Resealed Metal Roof 2023, Both toilets 2023, New Stainless Steel French Door Fridge 2024, New Stove Top 2024, Sprinkler Heads ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living

Community Amenities: Activities Clubs, Bocce Ball Courts, Community Center, Community Kitchen , Fishing Pond, Golf Course (9-hole PAR3), Horseshoe Pits, Library, Organized Activities, Picnic & BBQ Area, Shopping Nearby, Shuffleboard Court, Swimming Pool (heated), Whirlpool,

Lakes at Leesburg Hometown America

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1092 Sq. Ft.

26 BUCCANEER DRIVE
Leesburg, FL 34788

Great buy on a Beautiful 2 Bed 2 Bath

All you need are your clothes. This lovely 2 Bedroom 2 Bath home comes furnished with new flooring throughout. All new double pane windows in 2019 and new roof in 2020. I would love to show you this home! Make an appointment to see it today.

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living

Community Amenities: Activities Clubs, Bocce Ball Courts, Community Center, Community Kitchen , Fishing Pond, Golf Course (9-hole PAR3), Horseshoe Pits, Library, Organized Activities, Picnic & BBQ Area, Shopping Nearby, Shuffleboard Court, Swimming Pool (heated), Whirlpool,

Lakes at Leesburg Hometown America

Exact Location MatchExact Location Match

3 Beds | 2 Baths | 1568 Sq. Ft.

118 BUCCANEER DRIVE
Leesburg, FL 34788

Absolutely Gorgeous 3/2 with tons of extras!

This beautiful 3 Bedroom 2 Bath home is loaded with upgrades & appointments some of which include, roof 2021, A/C 2016, additional carport for golf cart, new flooring, Shiplap Wall Covering throughout, French doors, Murphy Bed in 3rd Bedroom, lovely ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living

Community Amenities: Activities Clubs, Bocce Ball Courts, Community Center, Community Kitchen , Fishing Pond, Golf Course (9-hole PAR3), Horseshoe Pits, Library, Organized Activities, Picnic & BBQ Area, Shopping Nearby, Shuffleboard Court, Swimming Pool (heated), Whirlpool,

Lakes at Leesburg Hometown America

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 884 Sq. Ft.

109 BUCCANEER DRIVE
Leesburg, FL 34788

Beautiful 2 bedroom 2 bath. Lots of upgrades!

This beautiful 2 bedroom 2 bath has new floors, upgraded lighting throughout. The kitchen has a new stove & hood and the whole interior has been freshly painted. Move-in ready!! Come and see this home today. Make an appointment right on our website.

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living

Community Amenities: Activities Clubs, Bocce Ball Courts, Community Center, Community Kitchen , Fishing Pond, Golf Course (9-hole PAR3), Horseshoe Pits, Library, Organized Activities, Picnic & BBQ Area, Shopping Nearby, Shuffleboard Court, Swimming Pool (heated), Whirlpool,

Water Oak Country Club Estates - Sun Communities

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2 Beds | 2 Baths | 1248 Sq. Ft.

507 Sheehan Way
Lady Lake, FL 32159

Site # 2992 Addr: 507 Sheehan Way

BRAND NEW in our vibrant 55+ community, the 2026 Palm Harbor "Blake" is a charming 2-bedroom, 2-bathroom home with a versatile den. This thoughtfully designed model includes a spacious master suite, a cozy lanai for outdoor living, and a convenient laundry ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

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2 Beds | 2 Baths | 1008 Sq. Ft.

102 Magnolia Dr
Lady Lake, FL 32159

Site # 0081 Addr: 102 Magnolia Dr

Handyman s special with great potential! This home needs some TLC and offers a fantastic opportunity for buyers to personalize the space and build instant equity. A solid investment you won t want to miss.

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

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2 Beds | 2 Baths | 1232 Sq. Ft.

809 E Norman St
Lady Lake, FL 32159

Site # 2590 Addr: 809 E Norman St

Welcome to your slice of Central Florida paradise! This immaculate 2-bedroom, 2-bathroom residence, nestled within the active, gated 55+ Water Oak Country Club Estates community, offers the perfect blend of comfort, style, and amenities for a low-maintenance, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

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2 Beds | 2 Baths | 864 Sq. Ft.

604 Sycamore Sq
Lady Lake, FL 32159

Site # 0398 Addr: 604 Sycamore Sq

Welcome to this beautifully maintained, fully furnished 2-bedroom, 2-bath home in the highly sought-after 55 + community in Water Oak Country Club Estates. This move-in-ready residence features a new roof (2024), new AC (2025), new water heater (2023), ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

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2 Beds | 2 Baths | 1456 Sq. Ft.

217 Littler Ln
Lady Lake, FL 32159

Site # 2362 Addr: 217 Littler Ln

Welcome to this beautifully maintained, fully furnished 2-bedroom, 2-bath home in the highly sought-after Water Oak Country Club Estates. Featuring a new roof, AC, water heater, and updated flooring, this move-in-ready home offers worry-free living and ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

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2 Beds | 2 Baths | 936 Sq. Ft.

105 Evergreen Ln
Lady Lake, FL 32159

Site # 0607 Addr: 105 Evergreen Ln

This fully remodeled 2 bed, 2 bath home is located in the desirable Water Oak Country Club Estates and truly shows like new. Recent upgrades include a metal roof, newer AC and water heater, new double-pane windows, up-to-date tie-downs, a vapor barrier, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

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3 Beds | 2 Baths | 1344 Sq. Ft.

611 Nicklaus Ct
Lady Lake, FL 32159

Site # 2134 Addr: 611 Nicklaus Ct

Experience the ultimate 2026 Florida lifestyle in this stunning 2022 Champion home (1,344 sq. ft.) located in the prestigious Water Oak Country Club Estates. This modern sanctuary boasts soaring high ceilings and an open layout featuring three spacious ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

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2 Beds | 2 Baths | 960 Sq. Ft.

709 Sutton St
Lady Lake, FL 32159

Site # 2504 Addr: 709 Sutton St

This well-maintained 2-bedroom, 2-bath home is located in the desirable Water Oak Country Club Estates and is offered partially furnished. Recent upgrades include a new AC system, new water heater, and attractive luxury vinyl plank (LVP) flooring, along ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1248 Sq. Ft.

482 Sheehan Way
Lady Lake, FL 32159

Site # 2979 Addr: 482 Sheehan Way

BRAND NEW in our vibrant 55+ community, the 2025 Palm Harbor "Blake" is a charming 2-bedroom, 2-bathroom home with a versatile den. This thoughtfully designed model includes a spacious master suite, a cozy lanai for outdoor living, and a convenient laundry ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

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2 Beds | 2 Baths | 1512 Sq. Ft.

808 Trevino Dr
Lady Lake, FL 32159

Site # 2720 Addr: 808 Trevino Dr

**Motivated Seller**, make an offer on this Fully Furnished 2-Bedroom, 2-Bath Home in Beautiful Water Oak 55+ Golf Community. This charming, partially furnished 2-bedroom, 2-bathroom home with a den offers a comfortable and worry-free living experience. ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

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2 Beds | 2 Baths | 1300 Sq. Ft.

530 Palmer Dr
Lady Lake, FL 32159

Site # 2217 Addr: 530 Palmer Dr

Charming 2-Bedroom, 2-Bathroom home on oversized lot. This beautifully furnished home features a lifetime metal roof (installed in 2018), offering both durability and peace of mind. With spacious living areas, two comfortable bedrooms, and two bathrooms, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

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2 Beds | 2 Baths | 1092 Sq. Ft.

111 Palm Dr
Lady Lake, FL 32159

Site # 0125 Addr: 111 Palm Dr

Nestled on the serene shores of Lake Sunshine, this delightful 2-bedroom, 2-bath home offers breathtaking water views from every room. Located in the vibrant 55+ community of Water Oak Country Club Estates, this home features a desirable split bedroom, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

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2 Beds | 2 Baths | 1352 Sq. Ft.

427 Bemen Dr
Lady Lake, FL 32159

Site # 2014 Addr: 427 Bemen Dr

Welcome to this beautifully maintained home located in the desirable Water Oak Country Club Estates. This 2-bedroom, 2-bath residence also includes a versatile flex room perfect for an office, hobby space, or guest room. Step into comfort and functionality ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2.5 Baths | 1512 Sq. Ft.

958 W Norman St
Lady Lake, FL 32159

Site # 2834 Addr: 958 W Norman St

Welcome to this beautifully maintained 3-bedroom, 2.5-bath home nestled in the desirable 55+ community of Water Oak Country Club Estates. This spacious residence offers the perfect blend of comfort, style, and peace of mind with several recent upgrades. Cozy ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Water Oak Country Club Estates - Sun Communities

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2 Beds | 2 Baths | 960 Sq. Ft.

613 Water Oak Blvd
Lady Lake, FL 32159

Site # 2225 Addr: 613 Water Oak Blvd

Located in the vibrant 55+ resort-style community of Water Oak Country Club Estates in Lady Lake, Florida, this beautifully maintained and fully furnished turnkey home is ready for you to move right in. The home sits on a centrally located lot within ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Central Florida is ideal for 55+ living with its natural beauty and urban amenities. Cities like Orlando, Kissimmee, and The Villages feature vibrant retirement communities offering golf courses, recreational centers, and social activities. The warm climate supports year-round outdoor activities, while proximity to attractions like Disney World adds excitement. Top-notch healthcare, shopping, dining, and cultural venues provide a fulfilling lifestyle. The friendly atmosphere and strong community make Central Florida perfect for an active, engaging, and comfortable retirement.

55+ communities, or active adult communities, are residential areas designed for individuals aged 55 and older. These communities offer a lifestyle tailored to older adults, featuring low-maintenance housing and various amenities such as fitness centers, swimming pools, and walking trails. Social interaction is encouraged through organized events, hobby groups, and recreational activities. Many communities provide additional services like healthcare facilities, transportation, and dining options. Located in desirable climates and scenic areas, they offer a serene and enjoyable living environment. The primary goal is to foster a vibrant, supportive atmosphere where residents can enjoy their retirement years with a focus on health, wellness, and social connections.

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